Showing Compound L-Arabinose (FDB012306)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:06 UTC

Update date

2019-11-26 03:06:33 UTC

Primary ID

FDB012306

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

L-Arabinose

Description

L-Arabinose belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. L-Arabinose is an extremely weak basic (essentially neutral) compound (based on its pKa). L-Arabinose is found, on average, in the highest concentration within flaxseeds. L-Arabinose has also been detected, but not quantified in, several different foods, such as garden cress, peachs, red beetroots, almonds, and milk (cow). This could make L-arabinose a potential biomarker for the consumption of these foods.

CAS Number

5328-37-0

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(2R,3S,4S)-2,3,4,5-Tetrahydroxypentanal	ChEBI
Arabinose	MeSH
L Arabinose	MeSH
L-Arabinose	ChEBI
(+)-Arabinose	manual
Arabinose (l)	biospider
FEMA 3255	db_source
L-(+)-arabinose	biospider
L-Arabinopyranose	ChEBI
L-arabinose	biospider

Predicted Properties

Property	Value	Source
Water Solubility	380 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-2.9	ChemAxon
logS	0.4	ALOGPS
pKa (Strongest Acidic)	12.33	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	31.38 m³·mol⁻¹	ChemAxon
Polarizability	13.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C5H10O5

IUPAC name

(2R,3S,4S)-2,3,4,5-tetrahydroxypentanal

InChI Identifier

InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m0/s1

InChI Key

PYMYPHUHKUWMLA-VAYJURFESA-N

Isomeric SMILES

OC[C@H](O)[C@H](O)[C@@H](O)C=O

Average Molecular Weight

150.1299

Monoisotopic Molecular Weight

150.05282343

Classification

Description

Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentoses

Alternative Parents

Substituents

Pentose monosaccharide
Beta-hydroxy aldehyde
Alpha-hydroxyaldehyde
Secondary alcohol
Polyol
Organic oxide
Hydrocarbon derivative
Short-chain aldehyde
Primary alcohol
Carbonyl group
Aldehyde
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

aldehydo-arabinose (CHEBI:6182 )
L-arabinose (CHEBI:6182 )

Ontology

No ontology term

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 40.00%; H 6.71%; O 53.28%	DFC
Melting Point	Mp 160°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	-3.02	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]20D +190.6 -> +104.5 (c, 4 in H2O)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Not Available

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-2900000000-f8b9c6d77ac7485b2a13	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9300000000-c381cba09705c9d22367	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08fv-9000000000-157eda9875c5cd43b332	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000j-9400000000-8bb17d4c0bc5362b2610	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-06ri-9200000000-f20b8cc45d0196859991	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-83841c4e2cbd5aa6df09	2015-09-15	View Spectrum